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4039-32-1 - Lithium bis(trimethylsilyl)amide, 20% (ca 1.06M) soln. in THF/ethylbenzene, packaged in resealable septum cap bottle - LHMDS - Lithium hexamethyldisilazide - L15012 - Alfa Aesar

L15012 Lithium bis(trimethylsilyl)amide, 20% (ca 1.06M) soln. in THF/ethylbenzene, packaged in resealable septum cap bottle

Codice CAS
4039-32-1
Sinonimi
LHMDS
Lithium hexamethyldisilazide

Dimensioni Prezzo ($) Quantità Disponibilità
100ml 79,70
500ml 248,00
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Lithium bis(trimethylsilyl)amide, 20% (ca 1.06M) soln. in THF/ethylbenzene, packaged in resealable septum cap bottle

MDL
MFCD00008261
EINECS
223-725-6

Proprietà chimiche

Formula
C6H18LiNSi2
Peso formula
167.33
Punto di infiammabilità
-17°(1°F)
Densità
0.891
Sensibilità
Air & Moisture Sensitive
Solubilità
Reacts with water.

Applicazioni

Lithium bis(trimethylsilyl)amide is used in generating enolates for preparing lactone precursors, pyranones, and cyclohexanes. It is used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines and in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles. It is also used in the lithiation of ethyl acetate and in the stereospecific Wadsworth-Emmons synthesis of fluoroalkenes from (E)- and (Z)-fluorovinyl sulfones.

Note

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Store under inert gas. Incompatible with oxidizing agents.

Letteratura

Bert Y. Kimura.; Theodore L. Brown. Solvent effects on the aggregation of lithium bis(trimethylsilyl)amide. Journal of Organometallic Chemistry. 1971, 26 (1), 57-67.

Sunwoo Lee.; Morten Jørgensen.; John F. Hartwig. Palladium-Catalyzed Synthesis of Arylamines from Aryl Halides and Lithium Bis(trimethylsilyl)amide as an Ammonia Equivalent. Org. Lett. 2001, 3 (17), 2729-2732.

Supplied in septum cap bottle.

Versatile non-nucleophilic strong base. For examples of use in the lithiation of ethyl acetate, see: Org. Synth. Coll., 6, 598 (1988), and in the stereospecific Wadsworth-Emmons synthesis of fluoroalkenes from (E)- and (Z)-fluorovinyl sulfones: Org. Synth. Coll., 9, 442 (1998).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H303-H333-H314-H318-H351-H335-H373

Highly flammable liquid and vapour. May be harmful if swallowed. May be harmful if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage. Suspected of causing cancer. May cause respiratory irritation. May cause damage to organs through prolonged or repeated exposure.

Dichiarazioni precauzionali: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
8136861
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2931.90
TSCA
Yes

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